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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Caledon and around

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
Relax in this inviting space with a dining table, comfortable sofa, and staircase leading to an upper level.

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

9.0 out of 10, Wonderful, (11)
"This is such a beautiful little house, it really feels like your deep in the woods but in reality you're down the street from grocery stores! Would absolutely book again, and hope to in the future!"
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Terrace/patio

La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland

9.0 out of 10, Wonderful, (16)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Cozy interior with a stone fireplace, wooden ceiling, and large windows offering a view of the outdoors.

Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf

9.8 out of 10, Exceptional, (9)
"Gorgeous spot to stay! Beautiful views from the kitchen/living room. Close to great restaurants/cafes. Owner was very quick to respond and the place was very clean. "
The price is €307
includes taxes & fees
10 Aug - 11 Aug
Alton Riverside Cottage Retreat - 2 mins from Alton Mill, Millcroft, Osprey Golf
Paradise Suites - Peaceful Getaway
Stunning two-story house with a central entrance, surrounded by a well-manicured lawn and a small pond.

Paradise Suites - Peaceful Getaway

9.4 out of 10, Exceptional, (6)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is €643
includes taxes & fees
4 Aug - 5 Aug
Paradise Suites - Peaceful Getaway
Hockley Valley Cozy Cottage
Sit by the fire in a serene riverside setting, surrounded by trees and a tranquil atmosphere.

Hockley Valley Cozy Cottage

10.0 out of 10, Exceptional, (23)
"Wonderful place . We will be back "
Hockley Valley Cozy Cottage
Large cottage with Water front, Heated Pool, sauna, 4 family rooms
Enjoy al fresco dining on the deck with a grill station and dining area.

Large cottage with Water front, Heated Pool, sauna, 4 family rooms

9.4 out of 10, Exceptional, (6)
"We were a group of 10 and had an amazing stay here! We loved that the main living space had such a large table, we ate and did puzzles there while others sat in the attached sitting area - was so nice to be in a beautiful space all together. We really enjoyed the pool and hot tub and the view from the deck was gorgeous. I appreciated that quick responses from the host when I booked. All in all a great spot!"
Large cottage with Water front, Heated Pool, sauna, 4 family rooms
Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings
Terrace/patio

Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings

8.0 out of 10, Very good, (2)
"Great space for events. Easy communication with the owners. The area is perfect and secluded "
The price is €498
includes taxes & fees
31 Aug - 1 Sept
Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings
The cottage on the Credit River, cast a line or float lazily down the river.
Relax in this inviting room with a comfortable bed, cozy sofa, and natural light pouring in through large windows.

The cottage on the Credit River, cast a line or float lazily down the river.

10.0 out of 10, Exceptional, (1)
The cottage on the Credit River, cast a line or float lazily down the river.
Hockley Riverside Cottage • Loft & Bunkie
Relax by the fire pit on the deck, surrounded by a serene winter landscape.

Hockley Riverside Cottage • Loft & Bunkie

10.0 out of 10, Exceptional, (20)
"We had an excellent weekend stay at Hockley Riverside Cottage! This cottage was very clean and cozy and was fully stocked with all the amenities. We would definitely consider staying here again. Thanks Ashley. "
Hockley Riverside Cottage • Loft & Bunkie
That quiet cottage on the Credit River
Smart TV, fireplace

That quiet cottage on the Credit River

10.0 out of 10, Exceptional, (1)
"Beautiful location on the river, and lots of space to relax. Beautiful and comfortably decorated. Hope to stay again!"
That quiet cottage on the Credit River
Cozy Farmhouse/Cottage Retreat
Enjoy cooking in this well-equipped kitchen with a central island, white cabinetry, and a refrigerator.

Cozy Farmhouse/Cottage Retreat

Cozy Farmhouse/Cottage Retreat
Kettleby Country Retreat On 2.5 Acres
Surrounded by a serene lawn and trees, this home offers a peaceful retreat.

Kettleby Country Retreat On 2.5 Acres

9.8 out of 10, Exceptional, (6)
"We had a very pleasant stay here with lots of room for the the grandkids to run around and explore."
Kettleby Country Retreat On 2.5 Acres
Luxury Guest House Bradford
Relax in this inviting living room with a comfortable sofa, coffee table, and ornate rug.

Luxury Guest House Bradford

Luxury Guest House Bradford
THE WHITE HOUSE ON THE HILL - Beautiful Country Home
Enjoy cooking in this well-equipped kitchen with a stove, microwave, and refrigerator.

THE WHITE HOUSE ON THE HILL - Beautiful Country Home

THE WHITE HOUSE ON THE HILL - Beautiful Country Home
The Big Happy Place
Relax by the pool surrounded by lush greenery and a secure fence.

The Big Happy Place

The Big Happy Place
4BR Luxury cottage on 5 acres in King City W/hot tub, sauna, fire pit &pond.
Interior

4BR Luxury cottage on 5 acres in King City W/hot tub, sauna, fire pit &pond.

4BR Luxury cottage on 5 acres in King City W/hot tub, sauna, fire pit &pond.
Credit River Cottage Living
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stainless steel appliances.

Credit River Cottage Living

Credit River Cottage Living
Mesmerising Cottage in Caledon
Cozy cabin interior with a dining area, sofa, and large window.

Mesmerising Cottage in Caledon

2.0 out of 10, (1)
"I booked this place two weeks before my stay and didn’t hear anything from the renal manager. Now I’m literally on the small dirt road the day of trying to find the place and when I call the rental manager he tells me it’s actually not available. So instead of cancelling the request within the two weeks of me booking, he waits for me to actually call him, standing out in the cold the day of. Worst rental experience ever"
Mesmerising Cottage in Caledon
comfy and cozy
Enter a welcoming space with a patterned sofa and armchairs, surrounded by natural light and a potted plant.

comfy and cozy

comfy and cozy
4 bedroom with sauna in Mulmur
Enjoy cooking in this well-equipped kitchen with a dishwasher and large window offering a view of the surrounding trees.

4 bedroom with sauna in Mulmur

10.0 out of 10, Exceptional, (1)
"We spent our first family (9 of us) mini-vacay here. What an unexpected surprise! The house is absolutely beautiful. Not once did we feel crowded. The rooms are spacious, nicely furnished, hardwood (some flagstone) throughout and large windows to take in various views of the outdoors. In addition to a lovely outdoor space, 2 outdoor patio areas, a new BBQ, the property has a large deep pond and amazing trails that led to a beautiful knee deep creek (great for skipping stones). There was a tennis...
4 bedroom with sauna in Mulmur
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Caledon Hotel Reviews

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

10/10 Excellent
"Outside gardens are well kept "
David 1-night trip
Posted 10 hours ago
Tru By Hilton Toronto Airport West